JP2009509994A - Fungicidal composition - Google Patents

Abstract

  In order to control diseases caused by plant pathogens in useful plants or their propagation materials, in addition to the normally inactive adjuvant, as an active ingredient component (A) and a synergistic amount of ingredient (B) A composition in which component (A) is cyprodinil; component (B) is a compound selected from compounds known to have fungicidal activity It is particularly effective in controlling or preventing

Description

  The present invention relates to novel fungicidal compositions for treating diseases caused in plants useful by phytopathogens (particularly phytopathogenic fungi) and methods for controlling useful plant diseases.

  EP-0-310-550 discloses cyprodinil ((4-cyclopropyl-6-methyl-pyrimidin-2-yl) -phenyl-amine). It is an effective fungicide for a number of diseases caused by ascomycetes or incomplete fungi. On the other hand, various chemical classes of various fungicidal compounds are widely known as plant fungicides applied to various cultivated crops. However, crop tolerance and activity against phytopathogenic fungi often do not always meet the demands of farming practices.

、
一般式（A-2）の化合物：

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一般式（A-3）の化合物：

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一般式（A-4）の化合物：

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一般式（A-5）の化合物：

、
一般式（A-6）の化合物：

の中から選択された化合物である新規な相乗性組成物を提案する。 In response to the need for improved crop tolerance and / or activity against phytopathogenic fungi in practicing agriculture, the present invention controls diseases caused by phytopathogens in useful plants or their propagation materials Therefore, in addition to a normally inert composition adjuvant, a composition comprising, as an active ingredient, a mixture of ingredient (A) and an amount of ingredient (B) that provides a synergistic effect,
Component (A) is cyprodinil (208);
Component (B) is dodine (289), chlorothalonil (142), phorpet (400), prothioconazole (685), boscalid (88), proquinazide (682), dithianon (279), fluazinam (363), ipconazole (468), metolaphenone, compound of general formula (A-1):

,
Compound of general formula (A-2):

,
Compound of general formula (A-3):

,
Compound of general formula (A-4):

,
Compound of general formula (A-5):

,
Compound of general formula (A-6):

A novel synergistic composition is proposed which is a compound selected from

  Surprisingly, the active ingredient mixture according to the invention not only broadens the spectrum of action expected in principle against the phytopathogens to be controlled, but also increases the range of action of components (A) and (B). It has been found that a synergistic effect can be achieved in two ways. First, even if the application amount of the component (A) and the component (B) is reduced, almost the same good effect is maintained. Secondly, the active ingredient mixture is still able to control the phytopathogens to a high degree even if the individual two ingredients are so ineffective at such low application rates. Therefore, the spectrum of plant pathogens that can be controlled is substantially broadened, and the safety in use is improved.

  However, the insecticidal composition of the present invention can also have surprising and advantageous properties besides the actual synergistic effect on fungicidal activity. The property can also be described as synergistic activity in a broad sense. Examples of such advantageous properties that can be enumerated include a broad spectrum of fungicidal activity against other phytopathogens (eg resistant strains); reduced application rates of active ingredients; pests (eg insects and mites) A broad spectrum of insecticidal activity against other pests (e.g. resistant pests); even at application rates that are totally ineffective with individual components Pests are well controlled with the help of things; easy to handle during dispensing and / or application (eg during grinding, sieving, emulsifying, dissolving, dispersing); improving storage stability Improved stability to light; better degradability; improved toxicological and / or environmental toxicological behavior; useful plant properties Improved (e.g. budding, crop yield, more developed root system, increased young shoots, increased height, increased leaf width, decreased leaf withering at the base, stronger young shoots, greener leaves, need Reduced fertilizer, reduced seed required, more productive shoots, faster flowering, faster seed maturation, fewer falling plants (fractures), greater shoot growth, increased plant vitality, Early germination).

  Yet another feature of the present invention is a method of controlling disease caused to a useful plant or its propagation material by a phytopathogen, which method is used on a useful plant, or where the plant grows, or on its This includes the operation of applying the composition of the present invention to the propagation material.

  Cyprodinil and some components B) are described in The Pesticide Manual [The Pesticide Manual-A World Compendium; 13th Edition; Editor: C.D.S. Tomlin; British Crop Protection Council]. Cyprodinil and these components B) are listed in this book with the registration numbers shown in parentheses above for that individual component A) or B). For example, “chlorothalonil” is listed as registration number (142). Either component A) or B) is indicated above by the so-called “generic name”.

  The following component B) is registered as CAS registration number http: // www /: Metrafenone (CAS-220899-03-6). The compound of the general formula (A-1) is described in WO 98/46607 and registered as CAS-214706-53-3. The compound of general formula (A-2) is described in WO 02/062759 and WO 01/010825, registered as CAS registration number http: // www /: 325156-49-8, also known as pyribencarb It has been. The compound of the general formula (A-3) is described in WO 00/065913 and registered as CAS-304911-98-6. Compounds of general formula (A-4) are described in EP-1-035-122 and are registered as CAS-291771-99-8 and CAS-291771-83-0. The compound of general formula (A-5) is described in WO 96/19442 and is also known as cyflufenamide (CAS-180409-60-3). The compound of the general formula (A-6) is described in Japanese Patent Application Laid-Open No. 2000-319270 and registered as CAS-304900-25-2.

  According to the present invention, component (A) and / or component (B) can be used to prepare the composition of the present invention in a free form, or as a salt or metal complex thereof.

  An example of a compound that can be used to prepare the compositions of the invention in free form, or as a salt or metal complex thereof, is cyprodinil.

  Acids that can be used to prepare cyprodinil salts include: hydrohalic acids (eg, hydrofluoric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid); sulfuric acid, phosphoric acid , Nitric acid, organic acids (eg acetic acid, trifluoroacetic acid, trichloroacetic acid, propionic acid, glycolic acid, thiocyanic acid lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, formic acid, benzenesulfonic acid, p- Toluenesulfonic acid, methanesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, 1,2-naphthalene-disulfonic acid).

  Metal complexes consist of underlying organic molecules, main group II elements (e.g. calcium, magnesium), main group III and IV elements (e.g. aluminum, tin, zinc), subgroups I-VIII elements (e.g. chromium, Inorganic or organic metal salts of manganese, iron, cobalt, nickel, copper, zinc, etc. (eg halides, acetates, sulfates, phosphates, acetates, trifluoroacetates, trichloroacetates, propionates) , Tartrate, sulfonate, salicylate, benzoate, etc.). Subgroup elements in the fourth period are preferred. Metals can have any valence of a variety of valences. The metal complex can be mononuclear or polynuclear. That is, it can have one or more organic molecular components as a ligand.

  In one embodiment of the invention, the composition of the invention is prepared using cyprodinil in free form.

  In one embodiment of the invention, the composition of the invention is prepared using the component (B) compound in free form.

  Throughout this specification, the term “composition” means various mixtures or combinations of components A) and B). For example, in a single “ready to mix” form, in the form of a composite spray mixture (eg tank mix) composed of a single active ingredient in separate compositions, or when applied sequentially, ie rational There is a form in which individual single active ingredients are used in combination when applied one by one in a short period of time (eg hours or days). The order in which components A) and B) are applied is not critical to the success of the present invention.

  For example, if it is desired to broaden the spectrum of disease control, the composition according to the invention can also contain two or more components B). For example, to implement agriculture, it may be desirable to combine two or three components B) with cyprodinil. The composition can further comprise one or more agrochemically active ingredients (eg, herbicides, fungicides, insecticides, nematicides, plant growth regulators).

  One preferred embodiment of the present invention is that the selection of component B) is: boscalid, proquinazide, dodine, fluazinam, ipconazole, compound of general formula (A-2), compound of general formula (A-3), general formula (A -4), a composition made from the compound of general formula (A-6).

  In another preferred embodiment of the present invention, the component (B) is selected from the group consisting of boscalid, dodin, fluazinam, a compound of the general formula (A-2), and a compound of the general formula (A-3). It is a thing.

  Another preferred embodiment of the present invention is a composition wherein the selection of component (B) is made from boscalid, dodin, fluazinam, a compound of general formula (A-2).

  Another preferred embodiment of the present invention is a composition wherein the selection of component (B) is made from boscalid, dodin, a compound of general formula (A-2).

  Another preferred embodiment of the present invention is a composition wherein component (B) is chlorothalonil.

  Another preferred embodiment of the present invention is a composition wherein component (B) is phorpet.

  Another preferred embodiment of the present invention is a composition wherein component (B) is prothioconazole.

  Another preferred embodiment of the present invention is a composition wherein component (B) is boscalid.

  Another preferred embodiment of the present invention is a composition wherein component (B) is proquinazide.

  Another preferred embodiment of the present invention is a composition wherein component (B) is dodin.

  Another preferred embodiment of the present invention is a composition wherein component (B) is dithianon.

  Another preferred embodiment of the present invention is a composition wherein component (B) is fluazinam.

  Another preferred embodiment of the present invention is a composition wherein component (B) is ipconazole.

  Another preferred embodiment of the present invention is a composition wherein component (B) is metolaphenone.

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of general formula (A-1).

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of general formula (A-2).

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of the general formula (A-3).

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of the general formula (A-4).

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of the general formula (A-5).

  Another preferred embodiment of the present invention is a composition in which component (B) is a compound of the general formula (A-6).

  The compositions of the present invention are effective against harmful microorganisms, such as microorganisms that cause illness in plants, especially phytopathogenic fungi and bacteria.

  The compositions of the present invention are particularly effective against the following classes of phytopathogenic fungi: Ascomycetes (eg, Venturia, Podosfera, Erichife, Monilinear, Mycos ferrera, Unquinula, Botrytis, Helmintosporium, Fusarium, Septoria , Cercospora, Lincosporium, Pyriclaria, Pseudocercosporella); Basidiomycetes (eg, Hemirea, Rhizoctonia, Phacopsora, Pukukinia, Ustilago, Tilletia); Incomplete fungi (eg, Alternaria).

  According to the present invention, “useful plants” generally include the following plant species: vines; grains (wheat, barley, rye, oats, etc.); beets (sugar beet, feed beet); fruits ( Fruits such as pears, drupes, small fruits such as apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries; beans (beans, lentils, peas, soybeans); oily Plants (Brassica rape, mustard, poppy, olive, sunflower, coconut, castor, cacao bean, peanut); Cucurbitaceae plants (pumpkin, cucumber, melon); Fiber plants (cotton, flax, Asa, jute); Citrus (orange, lemon , Grapefruit, tangerine); vegetables (spinach, lettuce, asparagus, cabbage, nin) Corn, tobacco, nuts, coffee, sugarcane, tea, hops, durian, banana, natural rubber tree, turf, or cinnamonaceae (avocado, cinnamon, camphor) Decorative plants (flowers, shrubs, wide-leaved trees, evergreen trees (such as conifers)). This list does not include all useful plants.

  The term “useful plants” includes herbicides (eg bromoxynil) and various classes of herbicides (eg HPPD inhibitors, ALS inhibitors (eg primsulfuron, pross) as a result of using conventional methods of breeding or genetic engineering. (Luflon, trifloxysulfuron), EPSPS (5-enol-pyrovir-shikimate-3-phosphate-synthase) inhibitor, GS (glutamine synthetase) inhibitor, PPO (protoporphyrinogen-oxidase) inhibitor) Also included are tolerated useful plants. An example of a crop that has been tolerated against imidazolinones (eg imazamox) by conventional breeding methods (mutagenesis) is Clearfield® Summer Rape (Canola). Examples of crops that have been tolerized to herbicides and various classes of herbicides by genetic engineering methods include various varieties of glyphosate-tolerant maize and glufosinate-tolerant maize, Roundup Ready, Herculex I (registered trademark) and Liberty Link (registered trademark) are commercially available.

  The term “useful plant” is modified using recombinant DNA technology to synthesize one or more selectively acting toxins (eg toxins from toxin-producing bacteria, particularly Bacillus bacteria). And useful useful plants are also included.

  The term “useful plant” refers to an anti-pathogenic substance (eg a so-called “pathogenic protein” (PRP, eg EP-A-0 392 225) which has a selective action by using recombinant DNA technology. And useful plants modified so that they can be synthesized). Such anti-pathogenic substances and transgenic plants capable of synthesizing such anti-pathogenic substances are known, for example, from EP-A-0 392 225, WO 95/33818, EP-A-0 353 191. Methods for producing such transgenic plants are widely known to those skilled in the art and are described, for example, in the above-mentioned publications.

  Useful plants that are of great interest in the context of the present invention are cereals, soybeans, rice, rape, pears, drupes, peanuts, coffee, tea, strawberries, turf, vines, vegetables (tomatoes, potatoes, cucurbitaceae) Plants, lettuce, etc.).

  The term “location” of a useful plant in this specification includes the location where the useful plant is growing as a result of sowing or transferring the plant propagation material of the useful plant into soil. To do. An example of such a place is a field where crops are growing.

  The term “plant propagation material” is intended to mean a reproductive part (eg seeds) or a growth material (cut pieces or tubers (eg potatoes)) that can be used to increase the plant among the plants. Examples include (in the strict sense) seeds, roots, fruits, tubers, bulbs, rhizomes, various parts of plants. There are also plants that have sprouted and young plants that will be transplanted after germination or after budding from the soil. Young plants may be protected by immersion in whole or in part before transplanting.

  “Plant growth material” preferably means seeds.

  Yet another feature of the present invention is a method for protecting natural substances of plant and / or animal origin obtained from the natural life cycle and / or processed forms thereof from fungal attack, This method comprises the operation of applying the composition of the invention to its natural substances originating from plants and / or animals, and / or to the processed form.

  According to the present invention, the term “natural material of plant origin” obtained from the natural life cycle refers to a plant obtained from the natural life cycle and parts thereof, as well as freshly harvested plants and It means a part of it. Examples of such natural substances of plant origin are stems, leaves, tubers, seeds, fruits, kernels. According to the invention, the term “processed form of a natural substance of plant origin” shall mean a form of a natural substance of plant origin as a result of a modification process. Such a modification process can be used to convert a natural substance of plant origin into a form that is more suitable for storage (storable substance). Examples of such modification processes are pre-drying, wetting, crushing, powdering, grinding, compression, roasting. The definition of processed forms of natural substances of plant origin also includes timber. The timber may be a raw timber (eg, building timber, utility pole, barrier) or a finished product (eg, furniture, wooden product).

  According to the present invention, the term “natural substance of animal origin obtained from the natural life cycle and / or the processed form thereof” means skin, animal skin, leather, fur, hair, etc. To do.

  The composition of the present invention can prevent undesirable effects such as fading, decolorization, and mold.

  One preferred embodiment is a method of protecting a natural substance of plant origin obtained from a natural life cycle and / or a processed form thereof from fungal attack, the method comprising the natural substance of plant origin and And / or an operation of applying the composition of the present invention to the processed form.

  Another preferred embodiment is a method for protecting fruits (preferably pears, drupes, small fruits, citrus fruits) obtained from the natural life cycle and / or processed forms thereof, The operation includes applying the composition of the present invention to the fruit and / or the processed form thereof.

  The composition according to the invention can also be used in the field of protecting industrial materials from fungal attack. According to the present invention, the term “industrial material” means a non-living material prepared for industrial use. Industrial materials that protect against fungal attack include, for example, glue, glue, paper, board, textiles, carpets, leather, wood, buildings, paints, plastic products, cooling lubricants, hydraulic fluids, and microorganisms. Or other materials that can be degraded by microorganisms. Cooling systems, heating systems, ventilation systems, air conditioning systems, and parts of manufacturing plants (eg, cooling water circuits) that can be damaged by microbial growth may also be mentioned as materials to be protected. The composition of the present invention can prevent undesirable effects such as fading, decolorization, and mold.

  The compositions according to the invention can also be used in the field of protecting technical materials from fungal attack. According to the present invention, the term “technical material” includes paper, carpets, buildings, cooling systems, heating systems, ventilation systems, air conditioning systems and the like. The composition of the present invention can prevent undesirable effects such as fading, decolorization, and mold.

  The composition of the present invention is particularly effective against powdery mildew, rust, spot disease, blight, and fungi, and among them, in particular, cereal septoria, pukukinia, elicita, lincosporium, pyrenophora, tapesia; soybean Facospora; coffee hemirea; rose flagium; potato, tomato, cucurbitaceae alternaria; turf, vegetables, sunflower, rape sclerotinia; vine black rot, red fire disease, powdery mildew , Gray mold disease, vine split disease; fruit Botrytis cinerea; fruit Venturia and Monirinia genus; fruit Penicillium genus.

  The composition of the present invention is particularly effective against diseases mediated by seeds and soil. The pathogens of the disease are, for example, Alternaria, Ascokita, Botrytis kinerea, Kerkospora, Krabikespus purpurea, Cochliobolus sativus, Koretritum, Epicoccum, Fusarium graminealum, Fusarium moniliform, Fusarium Oxysporum, Fusarium proliferatum, Fusarium solani, Fusarium suboglutinance, Goimannomykes graminis, Helmintosporium spp. Nia genus, Septoria genus, Sfakeroteka Leiriana, Tilletia genus, Tifra Incarnata, Urokistis Kultur, Ustilago species, is Beruchikiriumu genus. The compositions of the present invention are in particular cereals (eg wheat, barley, rye, oats); corn; rice; cotton; soybeans; turf; sugar beet; rape; potatoes; peas (eg peas, lentils, chickpeas); Effective against pathogens.

  The compositions of the present invention are further particularly effective against post-harvest diseases. The pathogens of the disease include, Solitum, Penicillium digitatum, Penicillium expansion. The compositions of the present invention are particularly fruit (pear fruits (eg apples, pears), drupe fruits (eg peaches, plums), citrus fruits, melons, papayas, kiwis, mangoes, small fruits (eg strawberries), avocados, pomegranates, bananas, It is effective against pathogens of nuts.

  The amount of the composition of the present invention applied depends on various factors. Factors include, for example, the compound used, the subject to be treated (eg plant, soil, seed); the type of treatment (eg spray, spray, seed dressing); the purpose of treatment (eg prevention, treatment); the fungus to be controlled There is application time.

  It has been found that when component B) is used in combination with cyprodinil, the effect of cyprodinil on fungi is significantly increased, as is component B). Furthermore, the method of the present invention is effective against a broad spectrum of fungi than such fungi that can be combated with the active ingredients of the method alone.

  The weight ratio of A): B) is selected so that synergistic activity is obtained. Generally, the weight ratio of A): B) is 2000: 1 to 1: 1000, more preferably 100: 1 to 1: 100, and most preferably 20: 1 to 1:50.

  The synergistic activity of the composition according to the invention is evident from the fact that the fungicidal activity of the composition consisting of A) + B) is greater than the sum of the respective fungicidal activities of A) and B).

  The method of the present invention includes the operation of applying the composition of the present invention in a mixture or separately to a useful plant, where the plant is present, or to its propagation material.

  Some of the above compositions according to the present invention have systemic effects and can be used as fungicides to treat leaves, soil and seeds.

  The composition of the present invention can be used to control or destroy phytopathogenic microorganisms occurring in various useful plants or parts thereof (fruit, flowers, leaves, stems, tubers, roots), Later growing parts are also protected from attack by phytopathogenic microorganisms.

  The compositions of the present invention are of particular interest in controlling a large number of fungi in a variety of useful plants or their seeds. Useful plants include, among others, field crops (eg potatoes, tobacco, sugar beet, wheat, rye, barley, oats, rice, corn, turf, cotton, soybeans, oilseed rape, legumes, sunflowers, coffee, sugarcane, fruits), There are ornamental plants in horticulture, vines, vegetables (cucumbers, legumes, cucurbits).

  The composition of the present invention comprises a fungus, a useful plant, the place where the plant grows, its propagation material, a natural substance of plant and / or animal origin derived from the natural life cycle, its processed form, Applied to treat industrial materials that are at risk of attack by fungi.

  The composition of the present invention is useful before a fungus infects a useful plant, its propagation material, natural substances of plant and / or animal origin derived from the natural life cycle, its processed form, industrial material, Or it can be applied after infection.

The compositions of the present invention are particularly useful for controlling the following plant pathogens.
Alternaria spp. For fruits and vegetables (eg Alternaria solani for tomatoes),
Ascokita of legumes,
Strawberry, tomato, sunflower, legumes, vegetables, grape Botrytis kinerea,
Peanut Kerkospora Arachidicola,
Cereal Cochliobols Stives,
The genus Colletotrichum,
Erycephe genus of grains (eg oats Erysiphe graminis f. Sp. Jordi, wheat Erysiphe graminis f. Sp. Toritiki,
Cucumber kealum and sferoteca frigina, cucurbitaceae,
Cereal and corn Fusarium,
Grain and turf Goimannomicus Graminis,
Corn, rice, potato hermintosporium,
Coffee Hemileia Bathatrix,
Leptosheria Nodolm of wheat,
Microdotium of wheat and rye,
Soybean Facospora,
Apple podosfera leukotricha,
Cereals, broad-leaved crops, perennial Pukkinia,
Cereal pseudokercospora,
Roses of Pharagumidium mucronatum,
Fruit podosfera,
Barley Pyrenophora,
Rice piliclaria oryzae,
Barley lambaria kolo-kiguni,
Cotton, soybean, cereal, corn, potato, rice, turf rhizoctonia,
Lincosporium secaris of barley and rye,
Turf, lettuce, vegetables, rape genus Sclerotinia,
Septoria genus of grains, soybeans, vegetables (eg wheat Septoria Tortiki),
Corn sphakeroteca reliana,
Cereals of the genus Tilletia,
Unkinura Nekator of vines, Gignardia Bidoweli, Fomopsis Viticola,
Ryoki urokistis okulta,
Cereal and corn ustillago,
Fruit genus Venturia (eg apple Venturia enequalis),
The genus Monilinear,
Citrus and apple Penicillium.

  When applied to useful plants, cyprodinil is used at a rate of 5 to 2000 g ai / ha (especially 10 to 1000 g ai / ha, for example 15, 25, 50, 300, 400, 500, 600, 750 g ai / ha). Depending on the class of compound used as component B), the compound of component B) is applied at a rate of 1 to 5000 g ai / ha (especially 2 to 2000 g ai / ha, for example 100, 250, 500, 800, 1000 , 1500g ai / ha) Apply in combination.

  When practicing agriculture, the application rate of the composition of the present invention varies depending on the type of effect desired, but generally the total amount of composition per hectare ranges from 20 to 4000 g.

  When seeds are treated with the composition of the invention, 0.001-10 g of cyprodinil per kg of seed (preferably 0.01-1 g per kg of seed) and 0.001-50 g of component B per kg of seed (compound per kg of seed) 0.01-10 g is preferred) is generally sufficient.

  The composition of the present invention can be used in any conventional form. For example, in the form of twin packs, powder for drying seeds (DS), emulsion for treating seeds (ES), flowable concentrate for treating seeds (FS), for treating seeds Solution (LS), water dispersible powder (WS) for treating seeds, capsule suspension (CF) for treating seeds, gel (GF) for treating seeds, emulsion concentrate (EC), suspension concentrate (SC), suspension emulsion (SE), capsule suspension (CS), granules dispersible in water (WG), emulsifiable granules (EG), water-in-oil emulsion (EO), oil-in-water emulsion (EW), microemulsion (ME), oil dispersion (OD), miscible and flowable oil (OF), oil-miscible liquid (OL), soluble concentrate ( SL), ultra low volume suspension (SU), ultra low volume liquid (UL), stock solution (TK), dispersible concentration Liquids (DC), wettable powders (WP), and any composition forms that are technically possible to combine with agriculturally acceptable adjuvants are possible.

  Such a composition can be manufactured by a conventional method. For example, the active ingredient may be combined with a suitable inert adjuvant for the composition (diluent, solvent, filler, and possibly other composition ingredients (surfactant, biocide, cryoprotectant, sticker, According to the method of mixing with a mucous agent or a compound that provides an adjuvant effect)). When a long-lasting effect is planned, a conventional sustained-release composition can also be used. In particular, compositions applied in the form of sprays (concentrates dispersible in water (eg EC, SC, DC, OD, SE, EW, EO, etc.), wettable powders, granules, etc.) are surfactants. (Wetting agents, dispersants, etc.) and other compounds that provide an adjuvant effect (eg formaldehyde, naphthalene sulfonate, alkylaryl sulfonate, lignin sulfonate, fatty alkyl sulfonate, ethoxylated alkylphenol, ethoxylated A condensation product with any fatty alcohol).

  A seed dressing composition is known by combining the composition of the present invention and a diluent in the form of an appropriate seed dressing composition (for example, as an aqueous suspension) or in the form of a dry powder having excellent adhesion to seeds. It is made to adhere to a seed by the method of. Such seed dressing compositions are known in the prior art. The seed dressing composition can comprise a single active ingredient or a combination of active ingredients in a capsule form (eg, sustained release capsules or microcapsules).

  Generally, the composition comprises 0.01-90% by weight active ingredient, 0-20% by weight agriculturally acceptable surfactant, and 10-99.99% by weight inactive ingredients for solid or liquid compositions. And the active ingredient comprises at least one compound of general formula (I) and a compound of component B), and in some cases other active agents (especially microbicides and preservatives) Etc.) are also included in the active ingredients. The concentrated form of the composition generally contains about 2-80% by weight of active agent, preferably about 5-70% by weight. The composition in application form contains, for example, 0.01 to 20% by weight (preferably 0.01 to 5% by weight) of the active agent. While the commercial product is preferably in the form of a concentrate, the end user will usually use a diluted composition.

  The following examples are intended to illustrate the present invention. “Active ingredient” means a mixture of cyprodinil and component B) in a specific mixing ratio.

  Examples of compositions

  Wettable powder

a) b) c)
Active ingredient [A]: B] = 1: 3 (a), 1: 2 (b), 1: 1 (c)] 25% 50% 75%
Sodium lignosulfonate 5% 5%-
Sodium lauryl sulfate 3%-5%
Sodium diisobutylnaphthalenesulfonate-6% 10%
Phenol polyethylene glycol ether
(7-8 mol ethylene oxide)-2%-
Highly disperse silicic acid 5% 10% 10%
Kaolin 62% 27%-

  When the active ingredient is thoroughly mixed with the adjuvant and the resulting mixture is thoroughly ground in a suitable mill, a wettable powder is obtained. The wettable powder is diluted with water to give the desired concentration of suspension.

  Powder for drying seeds

a) b) c)
Active ingredient [A]: B] = 1: 3 (a), 1: 2 (b), 1: 1 (c)] 25% 50% 75%
Light mineral oil 5% 5% 5%
Highly disperse silicic acid 5% 5%-
Kaolin 65% 40%-
Talc--20%

  The active ingredient is thoroughly mixed with the adjuvant and the resulting mixture is thoroughly ground in a suitable mill. This gives a powder that can be used directly for seed treatment.

  Emulsifiable concentrate

Active ingredient (A): B) = 1: 6) 10%
Octylphenol polyethylene glycol ether (4-5 mol ethylene oxide) 3%
Calcium dodecylbenzenesulfonate 3%
Castor oil polyglycol ether (35 mol ethylene oxide) 4%
Cyclohexanone 30%
Xylene mixture 50%

  Any necessary diluted emulsion that can be used for plant protection is obtained by diluting the concentrate with water.

  dust

a) b) c)
Active ingredient [A]: B] = 1: 6 (a), 1: 2 (b), 1:10 (c)] 5% 6% 4%
Talc 95%--
Kaolin-94%-
Inorganic filler--96%

  The ready-to-use dust is obtained by mixing the active ingredient with a base and grinding the resulting mixture in a suitable mill. This powder can also be used in dry dressings for seeds.

  Extruded granules

Active ingredient (A): B) = 2: 1) 15%
Sodium lignosulfonate 2%
Carboxymethyl cellulose 1%
Kaolin 82%

  The active ingredient is mixed with the adjuvant and ground, and the resulting mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

  Coated granules

Active ingredient (A): B) = 1: 10) 8%
Polyethylene glycol (molecular weight 200) 3%
Kaolin 89%

  The finely pulverized active ingredient is uniformly deposited in a mixer on kaolin moistened with polyethylene glycol. Non-dust coated granules are thus obtained.

  Suspension concentrate

Active ingredient (A): B) = 1: 8) 40%
Propylene glycol 10%
Nonylphenol polyethylene glycol ether (15 mol ethylene oxide) 6%
Sodium lignosulfonate 10%
Carboxymethyl cellulose 1%
Silicone oil (in the form of 75% emulsion in water) 1%
Water 32%

  When the finely ground active ingredient is intimately mixed with the adjuvant, a suspension concentrate is obtained. By dilution with water based on this, a suspension of any desired dilution can be obtained. By spraying, pouring, and immersing using this diluted solution, it is possible to treat living plants and plant propagation materials and protect them from microbial infection.

  Fluidizable concentrate for treating seeds

Active ingredient (A): B) = 1: 8) 40%
Propylene glycol 5%
Butanol PO / EO copolymer 2%
2% tristyrenephenol containing 10-20 mol EO
1,2-Benzisothiazolin-3-one (in the form of a 20% solution in water) 0.5%
Monoazo pigment calcium salt 5%
Silicone oil (in the form of 75% emulsion in water) 0.2%
Water 45.3%

  When the finely ground active ingredient is intimately mixed with the adjuvant, a suspension concentrate is obtained. By dilution with water based on this, a suspension of any desired dilution can be obtained. By spraying, pouring, and immersing using this diluted solution, it is possible to treat living plants and plant propagation materials and protect them from microbial infection.

  Sustained release capsule suspension

  Prepare 28 parts of the combination of cyprodinil and component B), or 28 parts of each of these compounds separately, 2 parts aromatic solvent and 7 parts toluene diisocyanate / polyphenyl isocyanate polymethylene mixture Mix with (8: 1). This mixture is emulsified in a mixture of 1.2 parts polyvinyl alcohol, 0.05 parts defoamer and 51.6 parts water to achieve the desired particle size. To this emulsion is added 5.3 parts water containing 2.8 parts 1,6-diaminohexane. The mixture is stirred until the polymerization reaction is complete.

  The capsule suspension is stabilized by adding 0.25 parts thickener and 3 parts dispersant to the resulting capsule suspension. This capsule suspension composition contains 28% of the active ingredient. The median capsule diameter is 8-15 microns.

  The resulting composition is applied to the seed as an aqueous suspension in a suitable dedicated device.

  Another feature of the present invention is a method of controlling diseases caused by a plant pathogen in a useful plant, the method comprising the composition of the present invention in the useful plant or where the useful plant grows. The operation to apply is included.

  Another feature of the present invention is a method of controlling disease caused to a useful plant by a phytopathogen, which method comprises applying the composition of the present invention to the useful plant.

  Another feature of the present invention is a method of controlling diseases caused by phytopathogens in cereals, the method comprising the operation of applying the composition of the present invention to the cereal or where the cereal grows. It is out. A preferred grain is wheat or barley.

  Further preferred within the scope of this embodiment are diseases caused in wheat by phytopathogens, where the diseases are Blumeria Graminis (Ericife Graminis), Pseudocercospora Herpotricides, Pukukinia Recondita, Pukukinia Strui A disease caused by a phytopathogen selected from the group consisting of Formis, Pirenophora tritiki-repentis, septoria tritiki, tapesia, which is produced in or on wheat The operation of applying the composition of the present invention to a place where Further preferred within the scope of this embodiment is a method of controlling the Tapessia genus on wheat, which method comprises the operation of applying the composition of the present invention to the wheat or where the wheat grows. . Further preferred within the scope of this embodiment is a method of controlling Blumeria graminis f. Sp. Tortiki on wheat, which comprises applying the composition of the present invention to the place where the wheat or wheat is grown. Is included.

  Even more preferred are diseases caused by barley pathogens in barley (although the diseases are Blumeria Graminis (Ericife Graminis), Pukukinia Jordi, Pukukinia Striiformis, Pukukinia Graminis, Pirenofora Teres, Lamaria Kolo-Kigni) , A disease caused by a plant pathogen selected from the group consisting of Lincosporium secaris), which method comprises the composition of the present invention in a barley or where the barley grows The operation to apply is included. More preferred is the method when the disease is a disease caused by a phytopathogen selected from the group consisting of Pirenophora teres, Ramularia kolo-kiguni, Lincosporium secaris.

  Further preferred within the scope of this embodiment is a method for controlling lambaria kolo-kiguni on barley, which comprises the operation of applying the composition of the present invention to the barley or where the barley grows. Contains.

  Another feature of the present invention is a method of controlling a disease caused to a fruit or vegetable by a phytopathogen, which method comprises the composition of the present invention on the fruit or vegetable or where the fruit or vegetable grows. The operation to apply is included. Preferred fruits are citrus fruits, apples, pears, strawberries and bananas. Preferred vegetables are tomatoes, potatoes, cucurbits (eg cucumbers, melons), leafy vegetables (eg lettuce, spinach, celery), Brassica (eg cabbage, cauliflower, rape, broccoli, brussels sprouts), leeks (eg onion, Lentils), root crops (sugar beets, carrots, parsnips) and legumes (eg peas, kidney beans).

  Further preferred within this embodiment are diseases that occur in fruits or vegetables by phytopathogens, where the diseases are Alternaria, Diaporte, Mycos Ferrera, Sferroteca, Skrerotinia, Botrytis, Forma, Is a disease selected from the group consisting of the genus Venturia and Coretotrichum), which method comprises the composition of the present invention on the fruit or vegetable or where the fruit or vegetable grows. Includes operations to apply objects. Preferred is the method when the disease is caused by Alternaria.

  More preferably, a disease (provided that the fruit is selected from among citrus fruits, apples, pears, strawberries and bananas) caused by a phytopathogen (although the diseases are Alternaria, Diaporte, Mycosferella, Spheroteca) Is a disease caused by a phytopathogen selected from among the genera, genus Sclerotinia, Botrytis, Foma, Venturia, Koretotrichum, which is applied to the fruit or to the fruit Including the operation of applying the composition of the present invention to the place where the Preferred is the method when the disease is caused by Alternaria. In a further preferred embodiment, the disease is caused by Botrytis cinerea.

  More preferred are vegetables by plant pathogens (but the vegetables are tomato, potato, cucumber, lettuce, spinach, celery, cabbage, cauliflower, rape, broccoli, brussels sprouts, onion, leek, sugar beet, carrot, parsnip, peas, Selected from kidney beans (alternaria, diaporte, mycos ferrera, spheroteca, sclerotinia, botrytis, foma, venturia, choretotrichum) A method of controlling a disease caused by a plant phytopathogen, which comprises applying the composition of the present invention to the vegetable or to the place where the vegetable grows. In a more preferred embodiment, the disease is caused by Botrytis cinerea.

  Another feature of the present invention is a method of controlling diseases caused by phytopathogens in grapes, the method comprising an operation of applying the composition of the present invention to the grapes or where the grapes are growing. .

  Further preferred within the scope of this embodiment is the control of illnesses caused by phytopathogens in grapes, wherein the illness is selected from the group consisting of Botrytis cinerea, Unkinura nekator, Gignaldia bidweli, Plasmopara vitikola. The method includes the operation of applying the composition of the present invention to a grape or where the grape grows. Preferred is the method when the disease is caused by Botrytis cinerea.

  Further preferred is a method of controlling the Botrytis genus, preferably Botrytis cinerea, in a useful plant, wherein the method comprises the active ingredient at least with cyprodinil in the useful plant or where the plant grows. The operation of applying the composition of the present invention comprising a mixture of boscalid.

  Further preferred is a method of controlling the Botrytis genus, preferably Botrytis cinerea, in a useful plant, wherein the method comprises the active ingredient at least with cyprodinil in the useful plant or where the plant grows. And an operation of applying the composition of the present invention containing a mixture of the compound of the general formula (A-2).

  Further preferred is a method of controlling the Botrytis genus, preferably Botrytis cinerea, in a useful plant, wherein the method comprises the active ingredient at least with cyprodinil in the useful plant or where the plant grows. And an operation of applying the composition of the present invention containing a mixture of the compound of the general formula (A-4).

  Further preferred is a method for controlling the genus Venturia in a useful plant, wherein the method comprises in the useful plant or where the plant grows, an active ingredient comprising at least a mixture of cyprodinil and dodin. Including the operation of applying the composition of the invention.

  Further preferred is a method of controlling the genus Alternaria in a useful plant, wherein the active ingredient is at least cyprodinil and the general formula (A-) in the useful plant or where the plant grows. 3) the operation of applying the composition of the present invention comprising a mixture of the compounds of 3).

  Further preferred is a method for controlling Fusarium in a useful plant, the method comprising a book comprising an active ingredient comprising at least a mixture of cyprodinil and ipconazole in the useful plant or where the plant grows. Including the operation of applying the composition of the invention.

  Biological examples

  A synergistic effect exists whenever the action of the active ingredient combination is greater than the sum of the actions of the individual ingredients.

The expected effect E for a given active ingredient combination can be calculated according to the so-called Colby equation as follows (Colby, SR, “Calculation of synergistic and antagonistic responses of herbicide combinations”, Weeds 15, 20-22 pages, 1967). However,
ppm = milligrams of active ingredient (= ai,) per liter of spray mixture,
X =% of the effect of using active ingredient A) p ppm,
Y =% of the effect of using q ppm of active ingredient B).

  According to Colby, the expected (additive) action with an active ingredient A) + B) of p + q ppm is E = X + Y−X · Y / 100.

  If the observed action (O) is actually greater than the expected action (E), the combined action is superadditive. That is, a synergistic effect exists.

  Example B-1: Action against Botrytis cinerea (fungus causing gray mold)

  a) Fungal growth assay

  Mix fungus conidia stored at low temperature directly in nutrient broth (PDB: potato dextrose broth). After the (DMSO) solution of the test compound is placed in a microtiter plate (96-well form), its nutrient broth containing fungal spores is added. Test plates are incubated at 24 ° C. and growth inhibition is measured with a photometer after 3 days. The combined fungicide interaction is calculated according to the Colby method. The data obtained in this experiment show a synergistic effect when cyprodinil and dodin are mixed with each other and a synergistic effect when cyprodinil and pyribencarb are mixed with each other.

  b) Protection of kidney bean leaf fragments

  Place disc-shaped beans on agar in a multiwell plate (24-well format) and spray with test solution. After drying, the discoid leaves are inoculated with a fungal spore suspension. After moderate incubation, the activity of the compound as prophylactic fungicidal activity is examined 4 days after inoculation. The fungicide interaction in the combination is calculated according to the Colby method.

  c) Whole grape protection treatment

Grape seedlings (cv. Gutedel) aged 5 weeks are treated with the prepared test compound in a spray chamber. Two days after application, the vines are inoculated by spraying a spore suspension (1 × 10 ⁵ spores / ml). After incubation for 4 days in a greenhouse at 21 ° C. and 95% relative humidity, the percentage of the area of the leaf affected by the disease is examined. The fungicide interaction in the combination is calculated according to the Colby method.

  d) Protection treatment of whole tomato seedlings

Tomato seedlings (cv. Roter Gnom) 4 weeks of age are treated with the prepared test compound in a spray chamber. Two days after application, the tomato seedlings are inoculated by spraying a spore suspension (1 × 10 ⁵ spores / ml). After incubation for 4 days in a growth chamber at 20 ° C and 95% relative humidity, the proportion of the area of the leaf affected by the disease is examined. The fungicide interaction in the combination is calculated according to the Colby method.

  Example B-2: Action on Pirenophora teres (a fungus that causes barley net blotch)

  a) Fungal growth assay

  Mix the cryopreserved fungal spores directly into nutrient broth (PDB: potato, dextrose broth). A (DMSO) solution of the test compound is placed in a microtiter plate (96-well form) and then a nutrient broth containing fungal spores is added. Test plates are incubated at 24 ° C. and growth inhibition is measured with a photometer after 2 days. The combined fungicide interaction is calculated according to the Colby method. The data obtained in this experiment shows a synergistic effect when cyprodinil and pyribencarb are used mixed together.

  b) Protection of leaf fragments

  Place barley leaf pieces on agar in a multiwell plate (24 well format) and spray with test solution. After drying, the discoid leaves are inoculated with a fungal spore suspension. After moderate incubation, the activity of the compound as prophylactic fungicidal activity is examined 4 days after inoculation. The fungicide interaction in the combination is calculated according to the Colby method.

  Example B-3: Action on pseudokercosporera herpotorichoides against aquaformis varieties (fungi causing ocular spot disease of cereals)-fungal growth assay

  Mix the cryopreserved fungal spores directly into nutrient broth (PDB: potato, dextrose broth). After the (DMSO) solution of the test compound is placed in a microtiter plate (96-well form), nutrient broth containing fungal spores is added. Test plates are incubated at 24 ° C. and growth inhibition is measured with a photometer after 3 days. The combined fungicide interaction is calculated according to the Colby method. The data obtained in this experiment shows the synergistic effect when cyprodinil and boscalid are mixed with each other, the synergistic effect when cyprodinil and dodin are mixed and used, and cyprodinil and pyribencarb are mixed with each other. This shows the synergistic effect.

  Example B-4: Action on Fusarium kurumolum (fungus causing root rot of wheat)

  Mix the cryopreserved fungal spores directly into nutrient broth (PDB: potato, dextrose broth). A (DMSO) solution of the test compound is placed in a microtiter plate (96-well form) and then a nutrient broth containing fungal spores is added. Test plates are incubated at 24 ° C. and growth inhibition is measured with a photometer after 2 days. The combined fungicide interaction is calculated according to the Colby method. The data obtained in this experiment shows synergistic effects when cyprodinil and dodin were mixed with each other, synergistic effects when cyprodinil and fluazinam were mixed with each other, and when cyprodinil and pyribencarb were mixed with each other. It shows a synergistic effect.

  The combination of the present invention exhibits excellent activity in all the above examples.

Claims (10)

In order to control diseases caused by plant pathogens in useful plants or their propagation materials, in addition to the normally inactive adjuvant, as an active ingredient, component (A) and an amount of ingredient (B) that provides a synergistic effect A composition comprising a mixture of
Component (A) is cyprodinil;
Ingredient (B) is selected from the group consisting of dodine, chlorothalonil, phorpet, prothioconazole, boscalid, proquinazide, dithianone, fluazinam, ipconazole, metolaphenone, compounds of general formula (A-1):

,
Compound of general formula (A-2):

,
Compound of general formula (A-3):

,
Compound of general formula (A-4):

,
Compound of general formula (A-5):

,
Compound of general formula (A-6):

The composition made from the inside.   Ingredient (B) is selected from boscalid, proquinazide, dodine, fluazinam, ipconazole, compound of general formula (A-2), compound of general formula (A-3), compound of general formula (A-4), general formula The composition according to claim 1, which is made from the compound of (A-6).   The composition according to claim 1, wherein the selection of component (B) is made from boscalid, dodin, fluazinam, a compound of general formula (A-2).   In order to control diseases caused by plant pathogens in useful plants or their propagation materials, in addition to the normally inactive adjuvant, the active ingredient (A) according to claim 1 and the ingredient according to claim 1 A composition comprising a mixture with (B), wherein the weight ratio of component (A) to component (B) is 2000: 1 to 1: 1000.   A method for controlling a disease caused by a plant pathogen in a useful plant or its propagation material, wherein the composition of claim 1 is applied to the useful plant, to the place where the plant is present, or to the propagation material A method involving operations.   A method for controlling a disease caused in a useful plant by a plant pathogen, the method comprising an operation of applying the composition according to claim 1 to the useful plant or to a place where the plant is present.   7. The method of claim 6, wherein the useful plant is a cereal.   7. The method of claim 6, wherein the useful plant is a fruit or vegetable.   7. A method according to claim 6, wherein the useful plant is grape.   A method for protecting natural substances of plant and / or animal origin obtained from the life cycle and / or processed forms thereof, comprising the natural substance of plant and / or animal origin, and / or its A method comprising an operation of applying the composition according to claim 1 to a processed form.